Literature DB >> 20572672

One-flask syntheses of c-di-GMP and the [Rp,Rp] and [Rp,Sp] thiophosphate analogues.

Barbara L Gaffney1, Elizabeth Veliath, Jianwei Zhao, Roger A Jones.   

Abstract

An integrated set of reactions and conditions that allow an eight-step one-flask synthesis of the protected derivatives of c-di-GMP and the [R(p),R(p)] and [R(p),S(p)] thiophosphate analogues is reported. Deprotection is also carried out as a one-flask procedure, with the final products isolated by crystallization from the reaction mixture. Chromatography is only used for separation of the thiophosphate diastereomers.

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Year:  2010        PMID: 20572672      PMCID: PMC2905038          DOI: 10.1021/ol101236b

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  14 in total

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  37 in total

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5.  An Improved Strategy for the Chemical Synthesis of 3',5'-Cyclic Diguanylic Acid.

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6.  Enzymatic synthesis of cyclic dinucleotide analogs by a promiscuous cyclic-AMP-GMP synthetase and analysis of cyclic dinucleotide responsive riboswitches.

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8.  Identification of c-di-GMP derivatives resistant to an EAL domain phosphodiesterase.

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9.  Agonist-Mediated Activation of STING Induces Apoptosis in Malignant B Cells.

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